Patents Assigned to Farmos-Yhtyma Oy
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Patent number: 5292887Abstract: Compounds of the formula: ##STR1## wherein X is --CH.sub.2 -- or ##STR2## R.sub.1 is H, C.sub.1-5 -alkyl or benzyl, which can be substituted or unsubstitutedR.sub.2 is H, C.sub.1-4 -alkyl, OH or C.sub.1-3 -alkoxyR.sub.3 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or HalR.sub.4 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or Hal and Hal is halogen and non-toxic acid addition salts and mixtures thereof are highly selective antagonists at postsynaptic .alpha..sub.2 -adrenoceptors, and are especially useful in the treatment of diabetes.Type: GrantFiled: December 6, 1989Date of Patent: March 8, 1994Assignee: Farmos-yhtyma OyInventors: Arto J. Karjalainen, Raimo E. Virtanen, Arja L. Karjalainen
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Patent number: 5098923Abstract: Imidazole derivatives of the formula: ##STR1## wherein R.sub.1, R.sub.2, R'.sub.1 and R'.sub.2 which can be the same or different, are H, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OH, CH.sub.2 OH, NH.sub.2 or halogen; R' if H or ##STR2## where R.sub.3 is H, CH.sub.3, or halogen; R.sub.4 is H and R.sub.5 is H or OH and R.sub.6 is H or OH or one of R.sub.5 and R.sub.6 is H and the other, together with R.sub.4, forms a bond and X and Y, which can be the same or different, are a bond, a straight C.sub.1-2 -alkyl or the corresponding alkenyl, and pharmaceutically acceptable salts thereof exhibit valuable pharmacological properties, especially aromatase inhibiting effects and are useful in the treatment of estrogen dependent diseases, e.g. breast cancer. Anti-mycotic and antifungal properties have also been found.Type: GrantFiled: September 27, 1990Date of Patent: March 24, 1992Assignee: Farmos-Yhtyma OyInventors: Arto J. Karjalainen, Lauri V. M. Kangas, Kauko O. A. Kurkela, Reino O. Pelkonen
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Patent number: 5026868Abstract: The invention provides 4(5)-substituted imidazole derivatives of formula ##STR1## and their acid addition salts, in which either X is --CH.sub.2 -- and R.sub.1 is --CN, --COOH, COO(lower alkyl), --CHO, --CO(lower alkyl), lower alkyl of 3 or 4 carbon atoms, lower alkenyl, or lower (hydroxy alkyl) or X is ##STR2## --C(:CH--R)-- or --CH(CH.sub.2 R)--, where R is hydrogen or lower alkyl, and R.sub.1 is lower alkyl, and R.sub.3 and R.sub.4 are each hydrogen, methyl, ethyl, methoxy, or halogen, and novel intermediates and processes for their preparation. These compounds, in particular when R.sub.1 is lower alkyl, lower alkenyl, or lower (hydroxy alkyl), possess valuable pharmacological properties and are useful especially as selective .alpha..sub.2 -receptor antagonists.Type: GrantFiled: November 6, 1989Date of Patent: June 25, 1991Assignee: Farmos-Yhtyma OyInventors: Arja L. Karjalainen, Arto J. Karjalainen
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Patent number: 4960939Abstract: N-benzyl-N-methyl-3,4-dimethoxyphenethylamine is prepared by reacting 3,4-dimethoxyphenethylamine with a mixture of benzaldehyde and formaldehyde in the presence of hydrogen and a catalyst such as palladium on carbon.Type: GrantFiled: June 13, 1984Date of Patent: October 2, 1990Assignee: Farmos-Yhtyma OyInventor: Maire M. Eloranta
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Patent number: 4933359Abstract: The invention provides 4(5)-substituted imidazole derivatives of formula ##STR1## and their acid addition salts, in which either X is --CH.sub.2 -- and R.sub.1 is --CN, --COOH, COO(lower alkyl), --CHO, --CO(lower alkyl), lower alkyl or 3 or 5 carbon atoms, lower alkenyl, or lower (hydroxy alkyl) or X is ##STR2## --C(:CH--R)-- or --CH(CH.sub.2 R)--, where R is hydrogen or lower alkyl, and R.sub.1 is lower alkyl, and R.sub.3 and R.sub.4 are each hydrogen, methyl, ethyl, methoxy, or halogen, and novel intermediates and processes for their preparation. These compounds, in particular when R.sub.1 is lower alkyl, lower alkenyl, or lower (hydroxy alkyl), possess valuable pharmacological properties and are useful especially as selective .alpha..sub.2 -receptor antagonists.Type: GrantFiled: May 14, 1987Date of Patent: June 12, 1990Assignee: Farmos-Yhtyma OyInventors: Arja L. Karjalainen, Arto J. Karjalainen
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Patent number: 4910214Abstract: The separated d and l enantiomers of medetomidine and their salts are selective and potent .alpha..sub.2 -receptor agonists.Type: GrantFiled: July 15, 1988Date of Patent: March 20, 1990Assignee: Farmos Yhtyma OyInventors: Arto J. Karjalainen, Raimo E. Virtanen, Eino J. Savolainen
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Patent number: 4866174Abstract: A method for the preparation of 2,4-diamino-3-oxy-6-piperidyl-pyrimidine or minoxidil wherein a compound of the formula ##STR1## wherein R is a C.sub.1-4 alkyl or a phenyl group optionally having up to three C.sub.1-4 alkyl substituents, is oxidized to a compound of the formula ##STR2## which according to known methods is reacted with piperidine to minoxidil. In the inventive method magnesium monoperoxyphthalate, which has the formula ##STR3## is used as the oxidizing agent.Type: GrantFiled: July 13, 1987Date of Patent: September 12, 1989Assignee: Farmos-Yhtyma OyInventor: Jyrki Lamsa
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Patent number: 4783477Abstract: Medetomidine is useful in the treatment of anxiety disorders.Type: GrantFiled: November 9, 1987Date of Patent: November 8, 1988Assignee: Farmos-Yhtyma OyInventors: Risto Lammintausta, Raimo Virtanen
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Patent number: 4689226Abstract: The invention provides a bacterial preparation for the prophylaxis of intestinal disturbances, especially salmonella infections, in poultry, made by anaerobically cultivating either separately or together bacterial strains of normal alimentary tract bacterial species, optionally in the presence of epithelial cells from the alimentary tract, for example the crop of a poult, and isolating the cultivated bacteria from the nutrient medium and making a preparation of them, for instance by lyophilization. The only bacterial strains used are those having an adhesion efficiency onto the epithelial cells of the alimentary tract of the poult of at least 10 bacteria per epithelial cell.Type: GrantFiled: July 5, 1983Date of Patent: August 25, 1987Assignee: Farmos-Yhtyma OyInventors: Esko V. Nurmi, Jarita E. Schneitz, Pirjo H. Makela
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Patent number: 4689339Abstract: A process for the preparation of a substituted imidazole of the formula ##STR1## wherein X is --CH.sub.2 --, --CH.sub.2 CH.sub.2 -- or --O-- R.sub.1 is H, lower alkyl or lower alkenyl, OCH.sub.3 or OCH.sub.2 CH.sub.3, R.sub.2 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or OH, R.sub.3 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or Hal, R.sub.4 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or Hal, and Hal is halogen and their non-toxic acid addition salts exhibit valuable pharmacological activity and are useful especially as selective .alpha..sub.2 -receptor antagonists.Type: GrantFiled: November 21, 1985Date of Patent: August 25, 1987Assignee: Farmos Yhtyma oyInventors: Arto J. Karjalainen, Raimo E. Virtanen, Arja L. Karjalainen, Kauko O. A. Kurkela
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Patent number: 4684659Abstract: The invention provides compounds of the formula: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, is hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl of 1 to 7 carbon atoms; X is ##STR2## (R.sub.5 is hydrogen or hydroxy) and n is 1-4; and their non-toxic pharmaceutically acceptable acid addition salts. These compounds exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as anti-hypertensive agents. Furthermore, some of the compounds have proved to possess diuretic, .beta.-blocking activity and/or antithrombotic activity. The compounds may be made by a variety of methods and may be incorporated in pharmaceutical compositions also comprising a compatible pharmaceutically acceptable carrier.Type: GrantFiled: January 28, 1986Date of Patent: August 4, 1987Assignee: Farmos-Yhtyma OyInventors: Arto J. Karjalainen, Kauko O. A. Kurkela
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Patent number: 4670455Abstract: 4-[(.alpha.-Methyl)-2,3-dimethyl-benzyl]imidazole is useful as a veterinary sedative-analgetic agent, especially in small mammals.Type: GrantFiled: December 3, 1985Date of Patent: June 2, 1987Assignee: Farmos-Yhtyma OyInventors: Raimo E. Virtanen, Arto J. Karjalainen, Kauko O. A. Kurkela, Antti T. Vaha-Vahe, Outi M. Vainio-Kivinen
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Patent number: 4657762Abstract: This invention provides a composition useful in the treatment or prophylaxis of disturbances in the normal intestinal bacteria flora in poultry. The composition is intended to be administered as an aqueous mixture and it contains anaerobic bacteria of intestinal origin and an agent, preferably cysteine, which decreases the toxic effect of the oxygen dissolved in the water, and preferably also a substantially neutral buffer.Type: GrantFiled: February 25, 1985Date of Patent: April 14, 1987Assignee: Farmos-Yhtyma OyInventors: Antti R. Mikkola, Heli-Riitta M. Hakkinen, Lasse O. Nuotio, Esko V. Nurmi, Carita E. Schneitz
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Patent number: 4584383Abstract: The invention provides novel 1-substituted-5-hydroxymethyl-2-mercapto-imidazoles of the formula ##STR1## wherein R is pyridylmethyl, alkyl of 1 to 4 carbon atoms, or a radical of formula: ##STR2## in which R.sub.1 is hydrogen or halogen and n is 1-3. These compounds are prepared by reacting together dihydroxyacetone dimer, the amine R--NH.sub.2, and potassium thiocyanate. The compounds of formula (I) are useful as starting materials in the preparation of known therapeutically valuable imidazole derivatives, by removing the mercapto group, oxidizing the alcohol group to an aldehyde group and condensing the aldehyde with an appropriate phenyl or phenylalkyl magnesium halide.Type: GrantFiled: October 16, 1984Date of Patent: April 22, 1986Assignee: Farmos Yhtyma-OyInventor: Seppo S. L. Parhi
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Patent number: 4568686Abstract: The invention provides compounds of the formula: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, is hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl of 1 to 7 carbons atoms; X is ##STR2## (R.sub.5 is hydrogen or hydroxy) and n is 1-4; and their non-toxic pharmaceutically acceptable acid additions salts. These compounds exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as anti-hypertensive agents. Furthermore, some of the compounds have proved to possess diuretic, .beta.-blocking activity and/or antithrombotic activity. The compounds may be made by a variety of methods and may be incorporated in pharmaceutical compositions also comprising a compatible pharmaceutically acceptable carrier.Type: GrantFiled: February 11, 1981Date of Patent: February 4, 1986Assignee: Farmos Yhtyma OyInventors: Arto J. Karjalainen, Kauko O. A. Kurkela
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Patent number: 4514412Abstract: Compounds of the formula: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, is hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl of 1 to 7 carbon atoms; R.sub.5 is hydrogen or a straight or branched alkyl group of 1 to 5 carbon atoms or a phenyl group; and R.sub.6 is hydrogen or an alkyl group of 1 to 7 carbon atoms or a substituted or unsubstituted benzyl, X is --CH.sub.2 --, --CHOH-- or --CH.dbd.CH-- and n is 0-4; provided that R.sub.5 and R.sub.6 are simultaneously hydrogen only when n is 4 and X is --CH.dbd.CH--; and their non-toxic pharmaceutically acceptable acid addition salts and mixtures thereof exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as antithrombotic agents. Furthermore, some of the compounds have proved to possess antihypertensive or .beta.-blocking activity. Antimicrobial and antifungal properties have also been found.Type: GrantFiled: February 3, 1982Date of Patent: April 30, 1985Assignee: Farmos Yhtyma OyInventors: Arto J. Karjalainen, Kauko O. A. Kurkela
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Patent number: 4443466Abstract: The invention provides compounds of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, are each hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl of 1 to 7 carbon atoms; --X-- is ##STR2## R.sub.5 is hydrogen, hydroxy or --OR.sub.6 ; and R.sub.6 is alkyl of 1 to 7 carbon atoms or aryl of 6 to 10 carbon atoms; and their non-toxic pharmaceutically acceptable acid addition salts and mixtures thereof. Processes for the preparation and use of the subject compounds are described, as are novel pharmaceutical compositions comprising at least one of the subject compounds or their salts. The compounds and their non-toxic salts exhibit valuable pharmacological activity and are useful in the treatment of mammals, e.g., as anti-ulcer or anti-hypertensive agents. Furthermore, they are useful as diuretic, sedative, analgesic, anti-inflammatory and tranquilizing agents.Type: GrantFiled: March 10, 1981Date of Patent: April 17, 1984Assignee: Farmos-Yhtyma OY (Farmos Group Ltd.)Inventors: Arto J. Karjalainen, Kauko O. A. Kurkela
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Patent number: 4424645Abstract: This invention relates to a growth substrate bed suitable for growing plants, which is easy to handle and transport. Such a bed consists of a bag-shaped casing made of some suitable material, preferably plastic, and its contents consisting of water-expansible preferably granular, growth substrate material. Suitable growth substrate material are pressed peat pellets. The bag is partly filled with said materials to such an extent that after the watering the material will fill the bag completely. In order to preserve a uniform distribution of the material in the partly filled bag during handling and transportation before watering, the bed is rolled up, preferably in its longitudinal direction.Type: GrantFiled: August 28, 1981Date of Patent: January 10, 1984Assignee: Farmos-Yhtyma OyInventor: Pertti K. Rannali
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Patent number: D286027Type: GrantFiled: February 27, 1984Date of Patent: October 7, 1986Assignee: Farmos-Yhtyma OyInventors: Paavo Waher, Timo Norkela, Olavi Raasakka
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Patent number: RE32400Abstract: Compounds of the formula: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, is hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl or 1 to 7 carbon atoms; R.sub.5 is hydrogen or a straight or branched alkyl group of 1 to 5 carbon atoms or a phenyl group; and R.sub.6 is hydrogen or an alkyl group of 1 to 7 carbon atoms or a substituted or unsubstituted benzyl, X is --CH.sub.2 --, --CHOH-- or --CH.dbd.CH-- and n is 0-4; provided that R.sub.5 and R.sub.6 are simultaneously hydrogen only when n is 4 and X is --CH.dbd.CH--; and their non-toxic pharmaceutically acceptable acid addition salts and mixtures thereof exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as antithrombotic agents. Furthermore, some of the compounds have proved to possess antihypertensive or .beta.-blocking activity. Antimicrobial and antifungal properties have also been found.Type: GrantFiled: July 30, 1985Date of Patent: April 14, 1987Assignee: Farmos Yhtyma OyInventors: Arto J. Karjalainen, Kauko O. A. Kurkela